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CBU

COMMUNITY FINANCIAL SYSTEM, INC.

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Tapewire entity
4178
SEC CIK
0000723188
Parsed reports
611

Last 12 months

Inside the activity.

3 purchase rows · 6 sale rows

Disclosed non-derivative P/S rows, by transaction month. Includes amendments and private transactions.
Monthly counts
MonthPurchasesSales
Nov 202500
Dec 202501
Jan 202600
Feb 202603
Mar 202600
Apr 202600
May 202600
Jun 202602
Jul 202600
Aug 202620
Sep 202610
Oct 202600

Latest available

Insider transactions

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateOwner / reported roleActivity / securityShares / unitsReported priceReported valueDetails
September 17, 2026 Filed Sep 18, 2026 13:33 UTC GrantDeferred Stock (Deferred Compensation) · Derivative 346.5031 $62.77 $21,750.00
Disclosure

SEC source: 0000723188-26-000114 · form4.xml · derivative · entry 1

Vaccaro John A · CIK 0002090100 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 983.8701

Underlying: Common Stock · 346.5031 shares

Expires not disclosed

F1 · derivative.exercise_price: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan ("DCP for Directors") will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F1 · derivative.exercise_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan ("DCP for Directors") will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F1 · derivative.expiration_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan ("DCP for Directors") will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

Read SEC document
September 17, 2026 Filed Sep 18, 2026 13:24 UTC GrantDeferred Stock (Deferred Compensation) · Derivative 396.288 $62.77 $24,875.00
Disclosure

SEC source: 0000723188-26-000112 · form4.xml · derivative · entry 2

Sullivan Michele · CIK 0002009605 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,381.1476

Underlying: Common Stock · 396.288 shares

Expires not disclosed

F3 · derivative.exercise_price: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan for Directors (the "DCP for Directors"), will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F3 · derivative.exercise_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan for Directors (the "DCP for Directors"), will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F3 · derivative.expiration_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan for Directors (the "DCP for Directors"), will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F4 · balance_after: Includes 25.0107 units of phantom stock acquired on July 10, 2026 as dividend equivalents under the DCP for Directors.

Read SEC document
September 09, 2026 Filed Sep 10, 2026 19:57 UTC PurchaseCommon Stock 400 $62.47 $24,988.00
Disclosure

SEC source: 0000723188-26-000110 · form4.xml · nonDerivative · entry 1

Singh Savneet · CIK 0001738659 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 418

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $62.41 to $62.53, inclusive. The reporting person undertakes to provide Community Financial System, Inc., any security holder of Community Financial System, Inc. or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the range set forth in this footnote.

Read SEC document
August 27, 2026 Filed Aug 28, 2026 16:26 UTC PurchaseCommon Stock 317 $63.11 $20,005.87
Disclosure

SEC source: 0000723188-26-000108 · form4.xml · nonDerivative · entry 1

Vaccaro John A · CIK 0002090100 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 492

Read SEC document
August 24, 2026 Filed Aug 26, 2026 16:07 UTC PurchaseCommon Stock 476 $63.59 $30,271.03
Disclosure

SEC source: 0000723188-26-000106 · form4.xml · nonDerivative · entry 1

Hall Brenda M · CIK 0001891706 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 515

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $63.1899 to $63.5989, inclusive. The reporting person undertakes to provide Community Financial System, Inc., any security holder of Community Financial System, Inc. or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the range set forth in this footnote.

Read SEC document
June 25, 2026 Filed Jun 29, 2026 15:13 UTC SaleCommon Stock 12,190.833 $67.00 $816,785.81
Disclosure

SEC source: 0000723188-26-000104 · form4.xml · nonDerivative · entry 1

Bolus Mark J. · CIK 0001486056 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 94,060

Read SEC document
June 18, 2026 Filed Jun 18, 2026 19:53 UTC GrantDeferred Stock (Deferred Compensation) · Derivative 406.1888 $61.24 $24,875.00
Disclosure

SEC source: 0000723188-26-000102 · form4.xml · derivative · entry 2

Sullivan Michele · CIK 0002009605 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,959.8489

Underlying: Common Stock · 406.1888 shares

Expires not disclosed

F3 · derivative.exercise_price: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan for Directors (the "DCP for Directors"), will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F3 · derivative.exercise_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan for Directors (the "DCP for Directors"), will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F3 · derivative.expiration_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan for Directors (the "DCP for Directors"), will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F4 · balance_after: Includes 23.2041 units of phantom stock acquired as dividend equivalents on April 10, 2026 under the DCP for Directors.

Read SEC document
June 18, 2026 Filed Jun 18, 2026 19:41 UTC GrantDeferred Stock (Deferred Compensation) · Derivative 320.4605 $61.24 $19,625.00
Disclosure

SEC source: 0000723188-26-000100 · form4.xml · derivative · entry 1

Vaccaro John A · CIK 0002090100 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 635.1521

Underlying: Common Stock · 320.4605 shares

Expires not disclosed

F1 · derivative.exercise_price: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan ("DCP for Directors") will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F1 · derivative.exercise_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan ("DCP for Directors") will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F1 · derivative.expiration_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan ("DCP for Directors") will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

Read SEC document
June 10, 2026 Filed Jun 11, 2026 20:21 UTC
Durkee Deresa FischerSVP, Chief Accounting Officer
Exercise / conversionStock Option · Derivative 1,196 $0.00 Strike: $44.27 $0.00
Disclosure

SEC source: 0000723188-26-000098 · form4.xml · derivative · entry 7

Durkee Deresa Fischer · CIK 0001608689 · SVP, Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,794

Underlying: Common Stock · 1,196 shares

Expires 2034-03-19

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_date: The option vests ratably on March 19, 2025, 2026, 2027, 2028, and 2029.

Read SEC document
June 10, 2026 Filed Jun 11, 2026 20:21 UTC
Durkee Deresa FischerSVP, Chief Accounting Officer
Exercise / conversionStock Option · Derivative 427 $0.00 Strike: $51.64 $0.00
Disclosure

SEC source: 0000723188-26-000098 · form4.xml · derivative · entry 6

Durkee Deresa Fischer · CIK 0001608689 · SVP, Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 427 shares

Expires 2030-03-17

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: The option vested ratably on March 17, 2021, 2022, 2023, 2024, and 2025.

Read SEC document
June 10, 2026 Filed Jun 11, 2026 20:21 UTC
Durkee Deresa FischerSVP, Chief Accounting Officer
Tax withholdingCommon Stock 1,326 $64.77 $85,885.02
Disclosure

SEC source: 0000723188-26-000098 · form4.xml · nonDerivative · entry 3

Durkee Deresa Fischer · CIK 0001608689 · SVP, Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,477.604

Read SEC document
June 10, 2026 Filed Jun 11, 2026 20:21 UTC
Durkee Deresa FischerSVP, Chief Accounting Officer
Exercise / conversionCommon Stock 1,196 $44.27 $52,946.92
Disclosure

SEC source: 0000723188-26-000098 · form4.xml · nonDerivative · entry 2

Durkee Deresa Fischer · CIK 0001608689 · SVP, Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,803.604

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
June 10, 2026 Filed Jun 11, 2026 20:21 UTC
Durkee Deresa FischerSVP, Chief Accounting Officer
Exercise / conversionCommon Stock 427 $51.64 $22,050.28
Disclosure

SEC source: 0000723188-26-000098 · form4.xml · nonDerivative · entry 1

Durkee Deresa Fischer · CIK 0001608689 · SVP, Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,607.604

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
June 08, 2026 Filed Jun 10, 2026 15:33 UTC SaleCommon Stock 2,000 $63.98 $127,962.20
Disclosure

SEC source: 0000723188-26-000096 · form4.xml · nonDerivative · entry 1

STICKELS ERIC · CIK 0001201821 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 31,592

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $63.72 to $64.17, inclusive. The reporting person undertakes to provide Community Financial System, Inc., any security holder of Community Financial System, Inc. or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
May 04, 2026 Filed May 5, 2026 14:33 UTC
Wlos Marya BurgioEVP & Chief Financial Officer
Tax withholdingCommon Stock 273 $63.62 $17,368.26
Disclosure

SEC source: 0000723188-26-000093 · form4.xml · nonDerivative · entry 1

Wlos Marya Burgio · CIK 0002063487 · EVP & Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,993

F1 · kind: Payment of tax liability associated with vesting of restricted stock award.

Read SEC document
April 29, 2026 Filed May 1, 2026 20:29 UTC Exercise / conversionPhantom Stock (Deferred Stock Units) · Derivative 9 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000091 · form4.xml · derivative · entry 3

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,230.7635

Underlying: Common Stock · 9 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · price: On April 29, 2026, the reporting person's phantom stock units were settled for 9 shares of Community Financial System, Inc. common stock, and .4418 shares were settled in cash at the price of $63.17 per share.

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F3 · balance_after: Includes 9.4418 units of phantom stock acquired on April 10, 2026 under the LTIP's dividend reinvestment feature.

Read SEC document
April 29, 2026 Filed May 1, 2026 20:29 UTC Exercise / conversionCommon Stock 9 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000091 · form4.xml · nonDerivative · entry 1

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 41,227

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On April 29, 2026, the reporting person's phantom stock units were settled for 9 shares of Community Financial System, Inc. common stock, and .4418 shares were settled in cash at the price of $63.17 per share.

Read SEC document
April 29, 2026 Filed May 1, 2026 20:28 UTC Exercise / conversionPhantom Stock (Deferred Stock Units) · Derivative 9 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000089 · form4.xml · derivative · entry 3

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,180.8232

Underlying: Common Stock · 9 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · price: On April 29, 2026, the reporting person's phantom stock units were settled for 9 shares of Community Financial System, Inc. common stock, and .4418 shares were settled in cash at the price of $63.17 per share.

F3 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F3 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F4 · balance_after: Includes 54.1540 units of phantom stock acquired on April 10, 2026 under the LTIP's dividend reinvestment feature.

Read SEC document
April 29, 2026 Filed May 1, 2026 20:28 UTC Exercise / conversionCommon Stock 9 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000089 · form4.xml · nonDerivative · entry 1

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,448.221

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On April 29, 2026, the reporting person's phantom stock units were settled for 9 shares of Community Financial System, Inc. common stock, and .4418 shares were settled in cash at the price of $63.17 per share.

Read SEC document
April 29, 2026 Filed May 1, 2026 20:22 UTC
Parente JohnDirector
Exercise / conversionPhantom Stock (Deferred Stock Units) · Derivative 9 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000086 · form4.xml · derivative · entry 5

Parente John · CIK 0001486057 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,220

Underlying: Common Stock · 9 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F5 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · price: On April 29, 2026, the reporting person's phantom stock units were settled for 9 shares of Community Financial System, Inc. common stock, and .4418 shares were settled in cash at the price of $63.17 per share.

F5 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F5 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F6 · balance_after: Includes 9.4418 units of phantom stock acquired on April 10, 2026 under the LTIP's dividend reinvestment feature.

Read SEC document
April 29, 2026 Filed May 1, 2026 20:22 UTC
Parente JohnDirector
Exercise / conversionCommon Stock 9 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000086 · form4.xml · nonDerivative · entry 1

Parente John · CIK 0001486057 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,654.3212

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On April 29, 2026, the reporting person's phantom stock units were settled for 9 shares of Community Financial System, Inc. common stock, and .4418 shares were settled in cash at the price of $63.17 per share.

Read SEC document
April 29, 2026 Filed May 1, 2026 20:21 UTC Exercise / conversionPhantom Stock (Deferred Stock Units) · Derivative 9 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000084 · form4.xml · derivative · entry 2

Knauss Jeffery J · CIK 0001900543 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,220

Underlying: Common Stock · 9 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · price: On April 29, 2026, the reporting person's phantom stock units were settled for 9 shares of Community Financial System, Inc. common stock, and .4418 shares were settled in cash at the price of $63.17 per share.

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F3 · balance_after: Includes 9.4418 units of phantom stock acquired on April 10, 2026 under the LTIP's dividend reinvestment feature.

Read SEC document
April 29, 2026 Filed May 1, 2026 20:21 UTC Exercise / conversionCommon Stock 9 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000084 · form4.xml · nonDerivative · entry 1

Knauss Jeffery J · CIK 0001900543 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,829.4908

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On April 29, 2026, the reporting person's phantom stock units were settled for 9 shares of Community Financial System, Inc. common stock, and .4418 shares were settled in cash at the price of $63.17 per share.

Read SEC document
March 19, 2026 Filed Mar 19, 2026 15:55 UTC GrantDeferred Stock (Deferred Compensation) · Derivative 314.6916 $55.61 $17,500.00
Disclosure

SEC source: 0000723188-26-000067 · form4.xml · derivative · entry 1

Vaccaro John A · CIK 0002090100 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 314.6916

Underlying: Common Stock · 314.6916 shares

Expires not disclosed

F1 · derivative.exercise_price: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan ("DCP for Directors") will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F1 · derivative.exercise_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan ("DCP for Directors") will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F1 · derivative.expiration_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan ("DCP for Directors") will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

Read SEC document
March 19, 2026 Filed Mar 19, 2026 15:54 UTC GrantDeferred Stock (Deferred Compensation) · Derivative 447.3116 $55.61 $24,875.00
Disclosure

SEC source: 0000723188-26-000066 · form4.xml · derivative · entry 1

Sullivan Michele · CIK 0002009605 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,530.456

Underlying: Common Stock · 447.3116 shares

Expires not disclosed

F1 · derivative.exercise_price: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan for Directors (the "DCP for Directors"), will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F1 · derivative.exercise_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan for Directors (the "DCP for Directors"), will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

F1 · derivative.expiration_date: Each unit of phantom stock is the economic equivalent of one share of Community Financial System, Inc. common stock. The units of phantom stock relating to the Deferred Compensation Plan for Directors (the "DCP for Directors"), will be settled in Community Financial System, Inc. common stock at future dates selected by the reporting person.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 15:09 UTC Exercise / conversionPhantom Stock (Deferred Stock Units) · Derivative 1,254 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000082 · form4.xml · derivative · entry 3

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,136.111

Underlying: Common Stock · 1,254 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · price: On March 19, 2026, the reporting person's phantom stock units were settled for 1,254 shares of Community Financial System, Inc. common stock, and .5514 shares were settled in cash at the price of $55.61 per share.

F3 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F3 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 15:09 UTC Exercise / conversionCommon Stock 1,254 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000082 · form4.xml · nonDerivative · entry 1

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,439.221

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On March 19, 2026, the reporting person's phantom stock units were settled for 1,254 shares of Community Financial System, Inc. common stock, and .5514 shares were settled in cash at the price of $55.61 per share.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 15:06 UTC Exercise / conversionPhantom Stock (Deferred Stock Units) · Derivative 1,254 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000080 · form4.xml · derivative · entry 3

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,230.7635

Underlying: Common Stock · 1,254 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · price: On March 19, 2026, the reporting person's phantom stock units were settled for 1,254 shares of Community Financial System, Inc. common stock, and .5514 shares were settled in cash at the price of $55.61 per share.

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

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March 19, 2026 Filed Mar 23, 2026 15:06 UTC Exercise / conversionCommon Stock 1,254 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000080 · form4.xml · nonDerivative · entry 1

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 41,218

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On March 19, 2026, the reporting person's phantom stock units were settled for 1,254 shares of Community Financial System, Inc. common stock, and .5514 shares were settled in cash at the price of $55.61 per share.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 15:05 UTC Exercise / conversionPhantom Stock (Deferred Stock Units) · Derivative 1,254 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000078 · form4.xml · derivative · entry 2

Knauss Jeffery J · CIK 0001900543 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,220

Underlying: Common Stock · 1,254 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · price: On March 19, 2026, the reporting person's phantom stock units were settled for 1,254 shares of Community Financial System, Inc. common stock, and .5514 shares were settled in cash at the price of $55.61 per share.

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

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March 19, 2026 Filed Mar 23, 2026 15:05 UTC Exercise / conversionCommon Stock 1,254 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000078 · form4.xml · nonDerivative · entry 1

Knauss Jeffery J · CIK 0001900543 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,820.4908

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On March 19, 2026, the reporting person's phantom stock units were settled for 1,254 shares of Community Financial System, Inc. common stock, and .5514 shares were settled in cash at the price of $55.61 per share.

Read SEC document
March 19, 2026 Filed Mar 23, 2026 14:49 UTC
Parente JohnDirector
Exercise / conversionPhantom Stock (Deferred Stock Units) · Derivative 1,254 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000076 · form4.xml · derivative · entry 2

Parente John · CIK 0001486057 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,220

Underlying: Common Stock · 1,254 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · price: On March 19, 2026, the reporting person's phantom stock units were settled for 1,254 shares of Community Financial System, Inc. common stock, and .5514 shares were settled in cash at the price of $55.61 per share.

F2 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F2 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

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March 19, 2026 Filed Mar 23, 2026 14:49 UTC
Parente JohnDirector
Exercise / conversionCommon Stock 1,254 Not disclosed Not disclosed
Disclosure

SEC source: 0000723188-26-000076 · form4.xml · nonDerivative · entry 1

Parente John · CIK 0001486057 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 72,645.3212

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: On March 19, 2026, the reporting person's phantom stock units were settled for 1,254 shares of Community Financial System, Inc. common stock, and .5514 shares were settled in cash at the price of $55.61 per share.

Read SEC document
March 17, 2026 Filed Mar 18, 2026 18:31 UTC
Parente JohnDirector
GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000060 · form4.xml · derivative · entry 1

Parente John · CIK 0001486057 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,474.5514

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F1 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended ("LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Bank System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended ("LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Bank System, Inc. common stock and will be settled in common stock at a predetermined date.

F2 · balance_after: Includes 9.6079 units of phantom stock acquired on January 12, 2026 under the LTIP's dividend reinvestment feature.

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March 17, 2026 Filed Mar 18, 2026 18:53 UTC GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000061 · form4.xml · derivative · entry 1

MacPherson Kerrie D. · CIK 0001794595 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,630.8867

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F1 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "Plan"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Bank System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "Plan"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Bank System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Bank System, Inc. 2022 Long-Term Incentive Plan, as amended (the "Plan"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Bank System, Inc. common stock and will be settled in common stock at a predetermined date.

F2 · balance_after: Includes 44.5994, 48.3956, 53.5179, and 49.0975 units of phantom stock acquired as dividend equivalents on April 10, 2025, July 10, 2025, October 10, 2025, and January 12, 2026, respectively, under the LTIP.

Read SEC document
March 17, 2026 Filed Mar 18, 2026 17:31 UTC GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000057 · form4.xml · derivative · entry 1

STEELE SALLY A · CIK 0001264816 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,485.3149

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F1 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

Read SEC document
March 17, 2026 Filed Mar 18, 2026 18:11 UTC GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000059 · form4.xml · derivative · entry 2

Singh Savneet · CIK 0001738659 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,474.5514

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F3 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F3 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F3 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F4 · balance_after: Includes 9.6079 units of phantom stock acquired on January 12, 2026 under the LTIP's dividend reinvestment feature.

Read SEC document
March 17, 2026 Filed Mar 18, 2026 17:23 UTC GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000056 · form4.xml · derivative · entry 2

Whipple John F. · CIK 0001485739 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,632.8816

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F3 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "Plan"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F3 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "Plan"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F4 · balance_after: Includes 35.9672, 40.8617, 45.1866, and 41.4544 units of phantom stock acquired on April 10, 2025, July 10, 2025, October 10, 2025, and January 12, 2026, respectively, as dividend equivalents under the Plan.

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March 17, 2026 Filed Mar 18, 2026 16:48 UTC GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000053 · form4.xml · derivative · entry 2

Sullivan Michele · CIK 0002009605 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,952.5219

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F3 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F4 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "Plan"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F4 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "Plan"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F5 · balance_after: Includes 20.9266 units of phantom stock acquired on January 12, 2026 under the Plan's dividend reinvestment feature.

Read SEC document
March 17, 2026 Filed Mar 18, 2026 16:54 UTC GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000055 · form4.xml · derivative · entry 1

Vaccaro John A · CIK 0002090100 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,220

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F1 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

Read SEC document
March 17, 2026 Filed Mar 18, 2026 16:25 UTC GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000052 · form4.xml · derivative · entry 1

STICKELS ERIC · CIK 0001201821 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,234.5421

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F1 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

Read SEC document
March 17, 2026 Filed Mar 18, 2026 15:54 UTC GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000051 · form4.xml · derivative · entry 1

Hall Brenda M · CIK 0001891706 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,220

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F1 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F1 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 22:04 UTC GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000074 · form4.xml · derivative · entry 5

Pecor Raymond C III · CIK 0001475265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,390.6624

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F8 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F8 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F8 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F9 · balance_after: Includes 55.1073 units of phantom stock acquired on January 12, 2026 under the LTIP's dividend reinvestment feature.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 19:46 UTC
Wlos Marya BurgioEVP & Chief Financial Officer
GrantStock Option · Derivative 6,004 $0.00 Strike: $56.64 $0.00
Disclosure

SEC source: 0000723188-26-000073 · form4.xml · derivative · entry 4

Wlos Marya Burgio · CIK 0002063487 · EVP & Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,004

Underlying: Common Stock · 6,004 shares

Expires 2036-03-17

F4 · derivative.exercise_date: The option vests ratably on March 17, 2027, 2028, 2029, 2030, and 2031.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 19:46 UTC
Wlos Marya BurgioEVP & Chief Financial Officer
GrantRestricted Stock Units · Derivative 1,571 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000073 · form4.xml · derivative · entry 3

Wlos Marya Burgio · CIK 0002063487 · EVP & Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,571

Underlying: Common Stock · 1,571 shares

Expires not disclosed

F2 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Community Financial System, Inc. common stock.

F3 · derivative.exercise_date: The restricted stock units vest in three equal annual installments beginning March 1, 2027.

F3 · derivative.expiration_date: The restricted stock units vest in three equal annual installments beginning March 1, 2027.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 19:39 UTC
Gillan-Myer Maureen AEVP, Chief Admin & HR Officer
GrantStock Option · Derivative 4,871 $0.00 Strike: $56.64 $0.00
Disclosure

SEC source: 0000723188-26-000072 · form4.xml · derivative · entry 4

Gillan-Myer Maureen A · CIK 0001670754 · EVP, Chief Admin & HR Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,871

Underlying: Common Stock · 4,871 shares

Expires 2036-03-17

F4 · derivative.exercise_date: The option vests ratably on March 17, 2027, 2028, 2029, 2030, and 2031.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 19:39 UTC
Gillan-Myer Maureen AEVP, Chief Admin & HR Officer
GrantRestricted Stock Units · Derivative 1,275 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000072 · form4.xml · derivative · entry 3

Gillan-Myer Maureen A · CIK 0001670754 · EVP, Chief Admin & HR Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,275

Underlying: Common Stock · 1,275 shares

Expires not disclosed

F2 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive on share of Community Financial System, Inc. common stock.

F3 · derivative.exercise_date: The restricted stock units vest in three equal installments beginning March 1, 2027.

F3 · derivative.expiration_date: The restricted stock units vest in three equal installments beginning March 1, 2027.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 18:09 UTC GrantPhantom Stock (Deferred Stock Units) · Derivative 1,220 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000070 · form4.xml · derivative · entry 3

Fesette Neil E. · CIK 0001485738 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,224.6013

Underlying: Common Stock · 1,220 shares

Expires not disclosed

F4 · derivative.exercise_price: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F4 · derivative.exercise_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F4 · derivative.expiration_date: The reporting person has received deferred stock units under the Community Financial System, Inc. 2022 Long-Term Incentive Plan, as amended (the "LTIP"). Each phantom stock unit which represents a deferred stock unit is the economic equivalent of one share of Community Financial System, Inc. common stock and will be settled in common stock at a predetermined date.

F5 · balance_after: Includes 41.4544 units of phantom stock acquired on January 12, 2026 as dividend equivalents under the LTIP.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 19:21 UTC
Abdo Michael NEVP and General Counsel
GrantStock Option · Derivative 5,246 $0.00 Strike: $56.64 $0.00
Disclosure

SEC source: 0000723188-26-000071 · form4.xml · derivative · entry 4

Abdo Michael N · CIK 0001933852 · EVP and General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,246

Underlying: Common Stock · 5,246 shares

Expires 2036-03-17

F4 · derivative.exercise_date: The option vests ratably on March 17, 2027, 2028, 2029, 2030, and 2031.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 19:21 UTC
Abdo Michael NEVP and General Counsel
GrantRestricted Stock Units · Derivative 1,373 $0.00 $0.00
Disclosure

SEC source: 0000723188-26-000071 · form4.xml · derivative · entry 3

Abdo Michael N · CIK 0001933852 · EVP and General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,373

Underlying: Common Stock · 1,373 shares

Expires not disclosed

F2 · derivative.exercise_price: Each restricted stock unit represents the contingent right to receive one share of Community Financial System, Inc. common stock.

F3 · derivative.exercise_date: The restricted stock units vest in three equal annual installments beginning March 1, 2027.

F3 · derivative.expiration_date: The restricted stock units vest in three equal annual installments beginning March 1, 2027.

Read SEC document

Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.